KR830005105A - Cyclohexene derivatives - Google Patents

Cyclohexene derivatives Download PDF

Info

Publication number
KR830005105A
KR830005105A KR1019810000259A KR810000259A KR830005105A KR 830005105 A KR830005105 A KR 830005105A KR 1019810000259 A KR1019810000259 A KR 1019810000259A KR 810000259 A KR810000259 A KR 810000259A KR 830005105 A KR830005105 A KR 830005105A
Authority
KR
South Korea
Prior art keywords
group
formula
compound
lower alkyl
alkyl group
Prior art date
Application number
KR1019810000259A
Other languages
Korean (ko)
Other versions
KR850000626B1 (en
Inventor
브루더러 한스
에드워드 피쉬리 알버트
피스터 루돌프
Original Assignee
쿠르트 네셀 보쉬, 한스 스튀클린
에프. 호프만-라 롯슈 앤드 캄파니 아크티엔 게젤샤프트
한스 스튀클린
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 쿠르트 네셀 보쉬, 한스 스튀클린, 에프. 호프만-라 롯슈 앤드 캄파니 아크티엔 게젤샤프트, 한스 스튀클린 filed Critical 쿠르트 네셀 보쉬, 한스 스튀클린
Publication of KR830005105A publication Critical patent/KR830005105A/en
Priority to KR1019840004584A priority Critical patent/KR850000627B1/en
Application granted granted Critical
Publication of KR850000626B1 publication Critical patent/KR850000626B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/12Radicals substituted by oxygen atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/04Centrally acting analgesics, e.g. opioids

Abstract

내용 없음No content

Description

사이클로헥센 유도체류Cyclohexene derivatives

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음As this is a public information case, the full text was not included.

Claims (1)

다음 일반식(Ⅱ) 또는 (Ⅰa)의 화합물을 질소원자에서 적당히 치환시키거나 다음 일반식(Ⅲ) 또는 (Ⅳ)의 화합물을 환원시키거나 다음 일반식(Ⅴ)의 화합물을 다음 일반식(Ⅵ)의 아민과 반응시키거나 다음 일반식(Ⅶ)의 4급암모늄염기를 가열시키거나 적당한 상응하는 4급 암모늄염을 가열시키거나 염기로 처리하거나 다음 일반식(Ⅰb) 또는 (Ⅷ)로부터 R5로 표시되는 알킬기 또는 R6로 표시되는 보호기를 떼어내거나 다음 일반식(Ⅰc)의 화합물을 에테르화하거나 다음 일반식(Ⅸ)의 화합물을 환원조건하 일반식(Ⅵ)의 아민과 반응시키거나 일반식(Ⅰ)의 라세미 화합물을 광학적 활성 대장체로 분해시키거나 일반식(Ⅰ)의 화합물을 약학적으로 무독한 산부가염으로 전환시킴을 포함하는 다음 일반식(Ⅰ)의 화합물 및 그의 약학적으로 무독한 산부가염을 제조하는 방법.Subsequently, the compound of formula (II) or (Ia) is substituted with a nitrogen atom, or the compound of formula (III) or (IV) is reduced or the compound of formula (V) is React with an amine) or heat the quaternary ammonium salt of the following general formula or heat the appropriate corresponding quaternary ammonium salt or treat it with a base or represent R 5 from the following general formula (Ib) or (iii): The alkyl group or the protecting group represented by R 6 is removed, or the compound of formula (Ic) is etherified or the compound of formula (VII) is reacted with an amine of formula (VI) under reducing conditions or A compound of formula (I) and a pharmaceutically toxic compound thereof, comprising the degradation of the racemic compound of I) into an optically active colon or the conversion of the compound of formula (I) into a pharmaceutically toxic acid addition salt Acid addition How to. 상기식에서In the above formula R1은 하이드록시 또는 저급알콕시기를 나타내며R 1 represents a hydroxy or lower alkoxy group n은 1 또는 2를 나타내고n represents 1 or 2 R2는 저급알킬기를 나타내며R 2 represents a lower alkyl group R3은 수소원자 또는 저급알킬, 저급알케닐 또는 저급 사이클로 알킬메틸기를 나타내며R 3 represents a hydrogen atom or lower alkyl, lower alkenyl or lower cycloalkylmethyl group R11은 저급알콕시기를 나타내며R 11 represents a lower alkoxy group R31는 수소원자 또는 저급알케닐 또는 저급 사이클로알킬메틸기를 나타내며R 31 represents a hydrogen atom or lower alkenyl or lower cycloalkylmethyl group R32는 저급알킬기를 나타내고R 32 represents a lower alkyl group R33는 수소원자 또는 저급알킬, 저급알케닐 또는 저급 사이클로 알킬메틸기를 나타내며R 33 represents a hydrogen atom or lower alkyl, lower alkenyl or lower cycloalkylmethyl group R4는 포르밀, 저급알카노일 또는 저급알콕시카보닐기를 나타내거나R 4 represents formyl, lower alkanoyl or lower alkoxycarbonyl group R33이 저급알킬기를 나타내고 R4가 저급사이클로알킬카보닐기를 나타내며R 33 represents a lower alkyl group and R 4 represents a lower cycloalkylcarbonyl group X는 이탈기를 나타내며X represents a leaving group R5는 저급알킬기를 나타내고R 5 represents a lower alkyl group R6는 보호기를 나타내며R 6 represents a protecting group R34는 저급알킬, 저급알케닐 또는 저급사이클로알킬메틸기를 나타낸다.R 34 represents a lower alkyl, lower alkenyl or lower cycloalkylmethyl group. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019810000259A 1980-01-29 1981-01-28 Process for the preparation of cyclohexene derivatives KR850000626B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019840004584A KR850000627B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH72480A CH644580A5 (en) 1980-01-29 1980-01-29 CYCLOHEXEN DERIVATIVES.
CH724/80 1980-01-29

Related Child Applications (5)

Application Number Title Priority Date Filing Date
KR1019840004584A Division KR850000627B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives
KR1019840004585A Division KR840001554B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives
KR1019840004581A Division KR840001551B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives
KR1019840004583A Division KR840001553B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives
KR1019840004582A Division KR840001552B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives

Publications (2)

Publication Number Publication Date
KR830005105A true KR830005105A (en) 1983-07-23
KR850000626B1 KR850000626B1 (en) 1985-05-06

Family

ID=4193699

Family Applications (6)

Application Number Title Priority Date Filing Date
KR1019810000259A KR850000626B1 (en) 1980-01-29 1981-01-28 Process for the preparation of cyclohexene derivatives
KR1019840004581A KR840001551B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives
KR1019840004583A KR840001553B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives
KR1019840004582A KR840001552B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives
KR1019840004584A KR850000627B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives
KR1019840004585A KR840001554B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives

Family Applications After (5)

Application Number Title Priority Date Filing Date
KR1019840004581A KR840001551B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives
KR1019840004583A KR840001553B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives
KR1019840004582A KR840001552B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives
KR1019840004584A KR850000627B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives
KR1019840004585A KR840001554B1 (en) 1980-01-29 1984-08-01 Process for the preparation of cyclohexene derivatives

Country Status (32)

Country Link
US (2) US4336268A (en)
EP (1) EP0033156B1 (en)
JP (1) JPS56120650A (en)
KR (6) KR850000626B1 (en)
AR (1) AR227906A1 (en)
AT (2) ATE9895T1 (en)
AU (1) AU540697B2 (en)
BR (1) BR8100484A (en)
CA (1) CA1161064A (en)
CH (1) CH644580A5 (en)
CS (6) CS219940B2 (en)
DE (2) DE3102603A1 (en)
DK (1) DK15681A (en)
ES (6) ES8301200A1 (en)
FI (1) FI801147A (en)
FR (1) FR2479815A1 (en)
GB (1) GB2068373B (en)
HU (1) HU182280B (en)
IE (1) IE50885B1 (en)
IL (1) IL61961A (en)
IT (1) IT1135001B (en)
LU (1) LU83096A1 (en)
MC (1) MC1365A1 (en)
NL (1) NL8100403A (en)
NO (1) NO149958C (en)
NZ (1) NZ196086A (en)
PH (1) PH16098A (en)
PT (1) PT72415B (en)
SE (1) SE8100403L (en)
YU (1) YU332180A (en)
ZA (1) ZA81459B (en)
ZW (1) ZW31480A1 (en)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6372919B1 (en) * 2001-01-11 2002-04-16 Dov Pharmaceutical, Inc. (+)-1-(3,4-dichlorophenyl)-3-azabicyclo[3.1.0]hexane, compositions thereof, and uses as an anti-depressant agent
US20060173064A1 (en) * 2001-08-24 2006-08-03 Lippa Arnold S (-)-1-(3,4-Dichlorophenyl)-3-azabi cyclo[3.1.0]hexane, compositions thereof, and uses for treating alcohol-related disorders
US6569887B2 (en) * 2001-08-24 2003-05-27 Dov Pharmaceuticals Inc. (−)-1-(3,4-Dichlorophenyl)-3-azabicyclo[3.1.0]hexane, compositions thereof, and uses as a dopamine-reuptake
US20080081834A1 (en) 2002-07-31 2008-04-03 Lippa Arnold S Methods and compositions employing bicifadine for treating disability or functional impairment associated with acute pain, chronic pain, or neuropathic disorders
US20070043100A1 (en) * 2005-08-16 2007-02-22 Hagen Eric J Novel polymorphs of azabicyclohexane
US20060100263A1 (en) * 2004-11-05 2006-05-11 Anthony Basile Antipyretic compositions and methods
RU2008107336A (en) 2005-07-27 2009-09-10 Дов Фармасьютикал, Инк. (Us) NEW 1-Aryl-3-Azabicyclo {3.1.0.} HEXANES: OBTAINING AND APPLICATION FOR TREATMENT OF PSYCHONEUROLOGICAL DISORDERS
US20080045725A1 (en) * 2006-04-28 2008-02-21 Murry Jerry A Process For The Synthesis of (+) And (-)-1-(3,4-Dichlorophenyl)-3-Azabicyclo[3.1.0]Hexane
US8138377B2 (en) * 2006-11-07 2012-03-20 Dov Pharmaceutical, Inc. Arylbicyclo[3.1.0]hexylamines and methods and compositions for their preparation and use
US20080269348A1 (en) * 2006-11-07 2008-10-30 Phil Skolnick Novel Arylbicyclo[3.1.0]Hexylamines And Methods And Compositions For Their Preparation And Use
US20090069374A1 (en) * 2007-06-06 2009-03-12 Phil Skolnick Novel 1-Heteroaryl-3-Azabicyclo[3.1.0]Hexanes, Methods For Their Preparation And Their Use As Medicaments
US9133159B2 (en) 2007-06-06 2015-09-15 Neurovance, Inc. 1-heteroaryl-3-azabicyclo[3.1.0]hexanes, methods for their preparation and their use as medicaments

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH249052A (en) * 1944-03-20 1947-05-31 Ag J R Geigy Process for the preparation of a basic amide of a 1-aryl-cycloalkyl-1-carboxylic acid.
CH249047A (en) * 1944-03-20 1947-05-31 Ag J R Geigy Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid.
US2647122A (en) * 1948-10-01 1953-07-28 Sterling Drug Inc Tertiary amines and process of preparing them
US3109845A (en) * 1960-02-04 1963-11-05 Thomae Gmbh Dr K 1-cyclohexyl, 1-cyclohexenyl, 1-furyl, and 1-thienyl, tertiary amino substituted methanes
DE1518545A1 (en) * 1965-04-01 1970-01-15 Boehringer Mannheim Gmbh Process for the preparation of new phenylcyclohexylalkylamines and their salts
DE1518663A1 (en) * 1965-08-02 1969-12-18 Gruenenthal Chemie Basically substituted cycloalkene derivatives and process for their preparation
US3408396A (en) * 1965-10-22 1968-10-29 Colgate Palmolive Co alpha-cyclohexyl-3, 4-disubstituted-phenyl acetamides
US3485873A (en) * 1966-12-21 1969-12-23 Sterling Drug Inc N-benzyl-n-methyl-omega-phenyl-omega-cycloalkyl-lower-alkylamines
US3737451A (en) * 1970-09-23 1973-06-05 Sandoz Ag Cis-3,4-diaryl-cyclopentylidene-and 1-cyclopentene-1-acetic acids and derivatives
US4053637A (en) * 1971-06-11 1977-10-11 Astra Lakemedal Aktiebolag Compounds of diphenylcyclopentylamine type and methods for their uses
CA1130318A (en) * 1978-10-11 1982-08-24 Peter M. Muller Cyclohexadiene derivatives

Also Published As

Publication number Publication date
KR840001553B1 (en) 1984-10-05
ES506687A0 (en) 1982-12-16
NO810297L (en) 1981-07-30
ES498866A0 (en) 1982-12-01
NZ196086A (en) 1984-08-24
KR850002003A (en) 1985-04-10
PH16098A (en) 1983-06-24
CS219942B2 (en) 1983-03-25
SE8100403L (en) 1981-07-30
IE50885B1 (en) 1986-08-06
PT72415A (en) 1981-02-01
CS220347B2 (en) 1983-03-25
IL61961A (en) 1984-05-31
KR840001551B1 (en) 1984-10-05
FR2479815A1 (en) 1981-10-09
EP0033156B1 (en) 1984-10-17
JPS56120650A (en) 1981-09-22
ES506685A0 (en) 1982-12-16
ES8400079A1 (en) 1983-10-16
ES8301885A1 (en) 1982-12-16
HU182280B (en) 1983-12-28
ZA81459B (en) 1982-02-24
MC1365A1 (en) 1981-10-23
ES506684A0 (en) 1983-10-16
IT8119047A0 (en) 1981-01-08
KR840001554B1 (en) 1984-10-05
GB2068373A (en) 1981-08-12
AU6671981A (en) 1981-08-06
CS219940B2 (en) 1983-03-25
CS219941B2 (en) 1983-03-25
CH644580A5 (en) 1984-08-15
ES8301200A1 (en) 1982-12-01
IL61961A0 (en) 1981-02-27
GB2068373B (en) 1983-11-30
IE810153L (en) 1981-07-29
YU332180A (en) 1983-10-31
KR850000627B1 (en) 1985-05-06
LU83096A1 (en) 1982-09-10
FR2479815B1 (en) 1984-02-17
ES8301878A1 (en) 1982-12-16
FI801147A (en) 1981-07-30
US4336268A (en) 1982-06-22
ES8301884A1 (en) 1982-12-16
US4448991A (en) 1984-05-15
EP0033156A3 (en) 1982-03-17
IT1135001B (en) 1986-08-20
DK15681A (en) 1981-07-30
ES8301883A1 (en) 1982-12-16
AR227906A1 (en) 1982-12-30
BR8100484A (en) 1981-08-18
KR840001552B1 (en) 1984-10-05
DE3102603A1 (en) 1981-12-10
EP0033156A2 (en) 1981-08-05
NO149958B (en) 1984-04-16
PT72415B (en) 1982-07-26
NO149958C (en) 1984-07-25
KR850000626B1 (en) 1985-05-06
AU540697B2 (en) 1984-11-29
ATA35581A (en) 1984-05-15
DE3166656D1 (en) 1984-11-22
ES506686A0 (en) 1982-12-16
ATE9895T1 (en) 1984-11-15
AT376654B (en) 1984-12-27
CA1161064A (en) 1984-01-24
ZW31480A1 (en) 1981-09-02
NL8100403A (en) 1981-08-17
ES506688A0 (en) 1982-12-16
CS219943B2 (en) 1983-03-25
CS219944B2 (en) 1983-03-25

Similar Documents

Publication Publication Date Title
KR830005105A (en) Cyclohexene derivatives
KR890006599A (en) Heterocyclic derivatives, their preparation and radiation sensitive and antiviral agents containing them as active ingredients
KR910007525A (en) Wool
KR850004482A (en) Method for preparing indole-3-carboxamide derivative
KR880002823A (en) Pharmaceutical compound
KR840007012A (en) -7 Preparation of Carboxymethoxyphenylacet Amido-3-Cepem Derivatives and Antibacterial Agents Containing the Same
KR850004492A (en) Method for preparing an enol ether derivative of oxycam
KR840005464A (en) Process for preparing phospholipid derivative
KR860003234A (en) Method for preparing N-substituted triazole derivatives
KR850002460A (en) Process for preparing carbamate compound
KR860002450A (en) Method for preparing amino-alcohol derivatives
KR840006233A (en) Method for preparing thiophene derivative
KR850004959A (en) Process for preparing aryloxy-N- (aminoalkyl) -1-pyrrolidine and piperidine carbox amide and carbothio amide
KR860001097A (en) Method for preparing 4-amino-2-phenylquinoline
KR860006453A (en) Method for preparing stilbene derivative containing triazinyl
KR850007256A (en) Method for preparing tricyclic imidazole derivatives
KR840006643A (en) Method for preparing isoindole derivatives
KR850005418A (en) Method for preparing sulfonylguanidine derivative
KR840006667A (en) Method for preparing cephalosporin derivative
KR860001815A (en) Method for preparing octahydro-oxazolo [4,5-g] quinoline
KR840000578A (en) Process for preparing phospholipid derivative
DE68924010D1 (en) Process for the preparation of 1-alpha, 3-beta, 24-trihydroxy-delta-5 steroid derivatives.
KR840006652A (en) Method for preparing acridanone derivative
KR860002451A (en) Method for preparing an amide compound
KR840000496A (en) Urea derivatives and its manufacturing method

Legal Events

Date Code Title Description
E701 Decision to grant or registration of patent right